Literature DB >> 19161301

Synthesis of epoxides by palladium-catalyzed reactions of tertiary allyl alcohols with aryl or alkenyl halides.

Sayuri Hayashi1, Hideki Yorimitsu, Koichiro Oshima.   

Abstract

A novel synthetic method for the preparation of tri- or tetrasubstituted epoxides is reported. Treatment of readily available tertiary allyl alcohol with aryl or alkenyl halide under palladium catalysis resulted in arylative cyclization to form the epoxide. The reaction includes intramolecular C-O bond and intermolecular C-C bond construction.

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Year:  2009        PMID: 19161301     DOI: 10.1021/ja8084065

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  5 in total

1.  Copper-catalyzed intramolecular alkene carboetherification: synthesis of fused-ring and bridged-ring tetrahydrofurans.

Authors:  Yan Miller; Lei Miao; Azade S Hosseini; Sherry R Chemler
Journal:  J Am Chem Soc       Date:  2012-07-05       Impact factor: 15.419

2.  Highly diastereoselective Pd-catalyzed carboetherification reactions of acyclic internal alkenes. Stereoselective synthesis of polysubstituted tetrahydrofurans.

Authors:  Amanda F Ward; John P Wolfe
Journal:  Org Lett       Date:  2010-03-19       Impact factor: 6.005

3.  Development of Enantioselective Palladium-Catalyzed Alkene Carboalkoxylation Reactions for the Synthesis of Tetrahydrofurans.

Authors:  Brett A Hopkins; Zachary J Garlets; John P Wolfe
Journal:  Angew Chem Int Ed Engl       Date:  2015-09-14       Impact factor: 15.336

4.  C60 as fine fillers to improve poly(phenylene sulfide) electrical conductivity and mechanical property.

Authors:  Maliang Zhang; Xiaotian Wang; Yali Bai; Zhenhuan Li; Bowen Cheng
Journal:  Sci Rep       Date:  2017-06-30       Impact factor: 4.379

5.  Pd/Xiang-Phos-catalyzed enantioselective intermolecular carboheterofunctionalization under mild conditions.

Authors:  Mengna Tao; Youshao Tu; Yu Liu; Haihong Wu; Lu Liu; Junliang Zhang
Journal:  Chem Sci       Date:  2020-05-29       Impact factor: 9.825

  5 in total

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